6-甲氧基-alpha-甲基-2-萘乙醛合成路线 （共 35 条）
反应条件
1: 1) LDA / 1) hexane, THF, 0 deg C, 30 min, 2) HMPA, -78 deg C -> 0 deg C, 1 h
2: 1) Mg / 1) diethyl ether, 2) rt, 2 h
3: BF3*Et2O / CH2Cl2 / 0.5 h / -78 °C
4: 87 percent / MnO2 / various solvent(s) / 36 h / 180 °C
5: 53 percent / DDQ / benzene / 4.7 h / Heating
6: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
7: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 53 percent / DDQ / benzene / 4.7 h / Heating
2: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
3: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 87 percent / MnO2 / various solvent(s) / 36 h / 180 °C
2: 53 percent / DDQ / benzene / 4.7 h / Heating
3: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
4: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 1) Mg / 1) diethyl ether, 2) rt, 2 h
2: BF3*Et2O / CH2Cl2 / 0.5 h / -78 °C
3: 87 percent / MnO2 / various solvent(s) / 36 h / 180 °C
4: 53 percent / DDQ / benzene / 4.7 h / Heating
5: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
6: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 91 percent / Et3SiH, CF3CO2H / CH2Cl2 / Ambient temperature
2: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 77 percent / MnO2 / various solvent(s) / 120 h / 180 °C
2: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
3: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 75 percent / 5percent aq. HCl / tetrahydrofuran / 19 h / Ambient temperature
2: 91 percent / Et3SiH, CF3CO2H / CH2Cl2 / Ambient temperature
3: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: 1) Mg / 1) diethyl ether, 2) rt, 2 h
2: BF3*Et2O / CH2Cl2 / 0.5 h / -78 °C
3: 77 percent / MnO2 / various solvent(s) / 120 h / 180 °C
4: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h
5: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C
View Scheme
参考文献
Shishido, Kozo; Yamashita, Akitake; Hiroya, Kou; Fukumoto, Keiichiro
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 469 - 475
反应条件
1: LiAlH4
2: Swern oxidation
View Scheme
参考文献
Annunziata, Rita; Cinquino, Mauro; Cozzi, Franco; Raimondi, Laura; Stefanelli, Stefania
Tetrahedron, 1986 , vol. 42, # 19 p. 5443 - 5450
反应条件
in acetonitrile
pH=7.5; aq. phosphate buffer; Kinetics; pH-value;
参考文献
Galletti, Paola; Emer, Enrico; Gucciardo, Gabriele; Quintavalla, Arianna; Pori, Matteo; Giacomini, Daria
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 18 p. 4117 - 4123
